Apartment holiday rentals in Roosevelt Roads

4.83 out of 5 average rating, 286 reviews

Apartment in Fajardo

La Casita Apartment 1.

This beautiful tiny apartment is well equipped and has everything you’ll need for your stay. Located in a main street, it’s a busy street. 3 minutes walk to restaurants,Fast foods,supermarkets and more. close to the beach(10 min. drive), Ferries (20min drive) Las croabas(10 min drive), Mall (5min. drive), Restaurants,ect. Gated private parking ,washer and dryer,fast wifi,microwave,cofee maker,ect. You can also watch movies in proyector screen outside,use the hammock, grill and beach equipment.

Top Guest favourite

4.99 out of 5 average rating, 240 reviews

Dreamy Old San Juan Apartment

In the heart of Historic Spanish Colonial City of Old San Juan. This dreamy apartment is located at walking distance from restaurants, shopping, parks, cruise port, museums, historical sites and night live. It's a perfect mixture of antique ambient with modern comfort and amenities. The apartament has 1 bedroom, 1 spacious bathroom, totally equiped kitchen, a dining room with setting for 4 people, a living room with a very comfortable queen sofa bed and air conditioning all over the apartament.

4.92 out of 5 average rating, 188 reviews

Apartment in Fajardo

La Coqui's spacious apartment in paradise (1)

Spacious studio apartment in a gated community. Across from Marina Puerto del Rey and 15 minutes to the ferry (to Vieques and Culebra islands). A 21K generator will keep you totally connected in the event of a power failure! Estudio espacioso en comunidad protejida con portones de seguridad. Frente a Marina Puerto del Rey y a 15 minutos del terminal de lanchas a Vieques y Culebra. Nuestro generador de 21K les mantendrá totalmente conectado en caso de que se caiga el servicio de electricidad!

Apartment in Cangrejo Arriba

4.72 out of 5 average rating, 134 reviews

Beautiful Apartment on the Beach Updated.

This beautiful apartment on the beach has been newly Renovated with all new furnitures and bed, and AC Units and always clean of all molds. Everything is first class a for your enjoyment.Our Location will not disappoint!! direct beach access to Pine Grove Beach Isla Verde. Best beach as everything is brought your beach chairs like all beverages and food by venders and hotel wait staff. This Beautiful apartment is Located next to the Marriott Hotel Casino and next to all restaurants and bars.

4.74 out of 5 average rating, 237 reviews

Sea View, Steps Marriott & LaConcha Hotel, Parking

Three good reasons to select our apartment: 1). A lovely apartment, clean and safe condo, excellent location, close to the top hotels, restaurants and beach. 2). The apartment was completely remodeled. Its equipped with everything necessary for the enjoyment of our guests. 3). Enjoy the morning in a beautiful sea view from the big balcony. At night, sit on the balcony to admire the lighting of the city, or just take the elevator down to enjoy the social life offered by the area Condado.

4.97 out of 5 average rating, 194 reviews

Get TWO Beautiful Beach Apartments in One Listing!

Prime Location in San Juan's Beach District! This unique listing offers TWO separate, artistic apartments—perfect for families or groups seeking both privacy and shared space. Just steps from the ocean, restaurants, bars, surf shops, pharmacies, and grocery stores. Plus, you're just a short stroll from the vibrant nightlife on **Loiza Street**, known for its lively atmosphere and local charm. Whether you're here to relax by the beach or explore the city, this is your ideal home base!

4.87 out of 5 average rating, 257 reviews

Apartment in Miramar

One bedroom Apartment - Miramar/Convention Center

Located in the residential area of Miramar, walking distance to PR Convention Center, T-Mobil District, Restaurants, Hotels , Bars, Supermarkets, Movie Theater, Casino, Marina, Beaches (Condado and Escambron), and Isla Grande Airport. Easy access to bus stops, taxis, and a short drive to Old San Juan. *Please note that there is a Construction next to the building that can be noisy during day time. *Pet allowed with prior consent, $15 extra fee x pet. No cats.

4.89 out of 5 average rating, 306 reviews

Condado Ashford, Ocean View, 11th Floor

Fully Renovated apartment with brand new kitchen, new closet and new furniture. Power, Water and WiFi services fully working. Studio apartment with ocean view, located in the heart Condado, prime location. 2-minute walk to the beach right across the street. Walking distance to all local restaurants, bars, casino. Health food store (called Fresh Mart, very similar to Whole Foods and Trader Joe's) right next to the lobby. Walgreens & CVS within 2 blocks walking.

4.7 out of 5 average rating, 70 reviews

Apartment in Old San Juan

Stay at the ♥ of Old San Juan! This apartment includes modern and historic features, including 3 bedrooms and 3 bathrooms. The unit is on prime location, steps away from local restaurants, coffee shops, bars, sight seeings while also having a view towards the anchored cruise ships. Please do not hesitate to reach out if you want additional suggestions and expert opinions on what to do during your vacation. We want to make your experience the best it can be!

4.86 out of 5 average rating, 365 reviews

Designer Dream Apartment in the Heart of Condado

Curl up in the raised, custom-built bed for a movie night as you step into this newly renovated, light-filled home. Discover all San Juan has to offer right at your doorsteps. If you plan to spend your stay in the Condado and Old San Juan areas, we recommend not renting a car since street parking is extremely limited and parking lots are expensive.

Apartment in Cangrejo Arriba

4.91 out of 5 average rating, 124 reviews

Beach Apartment - Yellowfin

Beachfront studio with ocean views. Fully equipped and centrally located on Isla Verde Beach. Walk to grocery, restaurants, shopping, hotels, casinos & nightlife. One queen size bed. 24hr security w/one parking and direct private access to beach, pool, tennis & basketball courts. Check out the guidebook.